HCID 18403154, compound → HCID 9926861, compound

HRID 850303Notes

Reaction equation

HRID 850303 reaction equation
C([O:8][C:9]([CH:11]([CH2:24][CH2:25][C:26]([O:28]CC1C=CC=CC=1)=[O:27])[CH2:12][P:13]([CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=[O:15])[OH:14])=[O:10])C1C=CC=CC=1>O.[Pd]>[CH2:16]([P:13]([CH2:12][CH:11]([CH2:24][CH2:25][C:26]([OH:28])=[O:27])[C:9]([OH:10])=[O:8])([OH:15])=[O:14])[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 18403154HCID 18403154, compound

Product 1

HCID 9926861HCID 9926861, compoundYield 115.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

2,4-Di(benzyloxycarbonyl)butyl(phenethyl)-phosphinic acid (1.1 g, 2.2 mmol) in 20 mL of water containing 120 mg of 10% Pd/C was hydrogenated at 40 psi overnight. Filtration through a Celite pad followed by evaporation on high vacuum gave 0.8 g (114%) of 2-[(phenethylhydroxyphosphinyl)methyl]pentanedioic acid (4, R=CH2CH2Ph) as a white solid.

Workup

  1. customwas hydrogenated at 40 psi overnight
  2. filtrationFiltration through a Celite pad
  3. customfollowed by evaporation on high vacuum

Sources & evidence

ORD record
ord-caab8b24695c49198190a1a566cc2ac3
Source dataset
uspto-grants-2000_01
Patent number
US06017903

Reaction notes

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